cis-(1R,3aR,4R,5S,7aR)-1-((R)-1,5-Dimethylhexyl)-3a,7adimethyl-5-[(pyridine-3-ylmethyl)-amino]-octahydroinden-4-ol

ID: ALA2337341

PubChem CID: 71582963

Max Phase: Preclinical

Molecular Formula: C25H42N2O

Molecular Weight: 386.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H](O)[C@@H](NCc3cccnc3)CC[C@]12C

Standard InChI:  InChI=1S/C25H42N2O/c1-18(2)8-6-9-19(3)21-11-13-25(5)23(28)22(12-14-24(21,25)4)27-17-20-10-7-15-26-16-20/h7,10,15-16,18-19,21-23,27-28H,6,8-9,11-14,17H2,1-5H3/t19-,21-,22+,23+,24-,25+/m1/s1

Standard InChI Key:  KDEPGQJQTLNUKN-SCXVUIJOSA-N

Molfile:  

     RDKit          2D

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   25.4415  -15.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4425  -16.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2266  -16.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.9258  -13.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7293  -17.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3035  -16.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8384  -14.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.0048  -15.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9441  -16.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5884  -16.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8745  -16.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1621  -16.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4486  -16.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4494  -17.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1695  -17.9627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8800  -17.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  5 10  1  1
  6 11  1  6
  9 12  1  0
  9 13  1  6
 12 14  1  0
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  3 16  1  1
  2 17  1  1
 14 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2337341

   (1R,3aR,4R,5S,7aR)-3a,7a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-5-(pyridin-3-ylmethylamino)-2,3,4,5,6,7-hexahydro-1H-inden-4-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 386.62

Molecular Weight (Monoisotopic): 386.3297

AlogP: 5.58

#Rotatable Bonds: 8

Polar Surface Area: 45.15

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.92

CX LogP: 5.43

CX LogD: 3.91

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: 0.98

References

1. König M, Müller C, Bracher F..  (2013)  Stereoselective synthesis of a new class of potent and selective inhibitors of human Δ8,7-sterol isomerase.,  21  (7): [PMID:23433667] [10.1016/j.bmc.2013.01.041]

Source

Source(1):

• Scientific Literature